Need weekend plans?!? We’ve got you covered!

Listen up, wine lovers! Nautilus Will Host Exclusive Italian Wine Dinner This Weekend

Wine lovers, this one’s for you! Nautilus Pier 4 is hosting the first of many exclusive wine dinners this Sunday, February 23rd, from 6-9 PM, and it’s one that you don’t want to miss. Taste cru Barolo, Barbaresco and Brunello wines by Ceretto & San Polo paired with a special menu by our Nautilus Cuisine dream team. Choose your favorite Italian appellation at the end with personalized corks, all while learning about the best vineyard sites within Italy’s most prized wine regions. You can reserve your spot here under experiences.

Kick Off St. Patrick’s Day with the South Boston Irish American Society at Seapoint

The “High Holiday Season” is upon us, and there’s no better way to kick things off than with Danny Gill and the Old Brigade at Seapoint! Mark your calendars for Saturday, February 22nd, because the South Boston Irish American Society is mixing things up this year with a celebration you won’t want to miss.  Cocktail hour starts at 7pm! Get all the details of joining the SBIAS here! 

Raise your glass – It’s National Margarita Day

National Margarita Day is Saturday, and what better way to celebrate than by indulging in the refreshing flavors of this iconic cocktail? We’ve rounded up the best restaurants in the neighborhood serving up margaritas to mark this spirited occasion.

Snowboard Icon Zeb Powell Brings Red Bull Heavy Metal to City Hall Plaza

Red Bull Heavy Metal is taking the world’s top street snowboarders from the mountains and bringing them to Boston, creating one of the most anticipated competitions on the snow 2025 calendar. Leading the talent pool is X Games Gold Medalist, Zeb Powell.  The competition will be held on Saturday, Feb 22, 2025 at City Hall Plaza from 2:30-6pmET, doors opening at 2pmET and spectating is free to the public.  Learn al the fun details here. 

Audioprophecy at ReelHouse Oyster Bar

On Sunday, February 23rd Audiophrophecy will be playing at ReelHouse Oyster Bar at 4pm.

Kids Yoga at Summer Street Wellness

Visit the JFK Library + Museum

After the brief closure this week, the JFK Library and Museum will be free until further notice while new employees get trained on the ticketing system.

Love Child + Harry and Lou Pop Up

On Saturday, Harry and Lou will be popping up at at Love Child on Saturday from 12pm-3pm!

Cold Plunge with Southie Cold Plunge

Southie cold plunge is hosting a group plunge and all are welcome! Their group plunge is being held Saturday, February 22th at 10:30 am. The dip will be located on Carson Beach to the right of the L. Join in to reap all the benefits of cold plunging!

Small Business Sunday at Fresh Boston

Fresh is supporting small businesses with pop-ups on Sundays. This week’s pop-up is Baked by Brandt from 11:30am to 2:30pm. Baked by Brandt will be selling delicious baked goods, such as pop tarts, cookies, cake jars, and more! And while you are there grab a Nantucket Gatorade and a breakfast sandwich!

Art Show at Gray’s Hall

On Sunday, February 23rd, Gray’s Hall will be featuring an art show with the word of Andy Li and DJ Private Dancer will be playing.

Petula’s Breakfast & Coffee To Go

Breakfast just got a whole lot better! Stop by in the morning and try their new coffee and breakfast to-go! It will be open 7am to 11am Monday to Friday and 8am to 11am on Saturday and Sunday. The Sticky Buns and quiche are amazing! Get more info here!

Seaport Smalls

Seaport Smalls are taking over The Paseo at 111 Harbor Way, on Saturday January 25  from 10-11am. It is a rotating free children’s program for ages 0-8. This Saturday will feature Little Groove – Music for Kids. Refreshments will be available for purchase at Blue Bottle Coffee. Get more info here!

Watch Six Nations Rugby at the Shamrock and Roza Lyons

Watch Six Nations Rugby matches at Shamrock Pub from January 13th – March 15th.  They’ll be serving Irish Breakfast Rolls + Sausage rolls.  Roza Lyons will be showing the matches too.  Pretzel sticks and pub cheese plus Guinness on top! Let’s go!

Live Music Round Up

The Playwright – features DJ sets on Fridays and Saturdays starting at 9pm followed by Country Sundays with live bands starting at 6pm.  Check out the schedule here!

Hunter’s – Friday 5-8pm, Saturday 1-4pm, and Sunday 3-6pm and 9pm-12am.  Follow Hunter’s on Instagram for their schedule!

Capo – In addition to Sinatra Sunday with Rich Dimare and the Ron Poster Trio on Sundays at 5pm, there are live bands and DJ sets on Fridays and Saturdays.  Follow Capo on Instagram for the schedule!

Lincoln – Legends of Summer on Sundays at 6pm.

Grace by Nia – features live music all weekend long!  You can check out the schedule here.

Loco –performers and DJ in the main space and the lounge on the weekend! Look on their Instagram story for lineup!

SPORTS!!:

Bruins vs. Ducks – Saturday, February 22th at 7pm.

Celtics vs. Knicks – Sunday, February 23rd at 1pm.

Here are 12 Places to Watch the Game in South Boston!

Check back as this list may be updated.